During a campaign event in Grand Rapids, Michigan, that was repeatedly interrupted by protesters on Monday, Donald Trump's attacks on Hillary Clinton took a new, deeply personal turn.

Trump said her bathroom break during Saturday night's Democratic presidential debate was "too disgusting" to talk about and claimed she "got schlonged" by Barack Obama during the 2008 presidential race.

"She was favored to win, and she got schlonged," Trump said at the Michigan rally, using a crude slang word for penis.

During the same event, Trump wondered aloud just where Clinton had been during Saturday's debate when the cameras returned to find her lectern, positioned at center stage, empty.

Clinton's campaign did not respond to an inquiry from Mashable about Trump's comments, but communications director Jennifer Palmeri explicitly condemned the comments on in a tweet, calling the language "degrading."

We are not responding to Trump but everyone who understands the humiliation this degrading language inflicts on all women should. #imwithher

The pair of verbal attacks, launched as Trump has been demanding an apology from Clinton for her claim that Trump is "ISIS's best recruiter," are a new turn even for the Republican businessman known for his outrageous comments. While Trump is certainly no stranger to vulgarity, he has largely shied away from gendered attacks on Clinton.

However, Trump has been scrutinized repeatedly for the language that he uses to describe women that he disagrees with, including prominent journalists and his female rivals for the Republican nomination.

During the first Republican primary debate in August, Donald Trump honed in on Fox News' Megyn Kelly, who asked him during the debate about some of his more controversial comments about women.

"Does that sound to you like the temperament of a man we should elect as president, and how will you answer the charge from Hillary Clinton, who was likely to be the Democratic nominee, that you are part of the 'war on women'?"

Trump called that question unfair, and it spurred his still-ongoing stream of attacks focused on the Fox News anchor. In an interview after the debate with CNN, Trump said that during the debate, "you could see there was blood coming out of her eyes, blood coming out of her wherever."

Trump later clarified his comments, saying he was referring to Kelly's nose or ears, but many assumed that he was suggesting that Kelly was menstruating.

The real estate magnate's comments about former HP chief executive Carly Fiorina have also been interpreted as sexist.

"Look at that face!" Trump said of Fiorina in an interview with Rolling Stone magazine. "Would anyone vote for that? Can you imagine that, the face of our next president?"

Trump later said he was referring to Fiorina's "persona," not her physical appearance.

When asked about Trump's comments during a Republican presidential debate, Fiorina responded with a steely barb, declaring that "women all over this country heard very clearly what Mr. Trump said."

While Trump's comments at Monday's rally in Michigan are the furthest he's dipped into the gendered well to attack Clinton, who is currently leading the race for the Democratic nomination, her supporters have pointed to other instances of sexism.

He frequently comments on her penchant for pantsuits and has suggested that Clinton, who is one year younger than Trump, does not have "the strength or the stamina" to serve effectively as president.

Mashable
is a global, multi-platform media and entertainment company. Powered by its own proprietary technology, Mashable is the go-to source for tech, digital culture and entertainment content for its dedicated and influential audience around the globe.